Sodium Bicarbonate → HCID 59177295、化合物

HRID 2076801ノート

反応式

HRID 2076801 の反応式
[C:1]1([C@@H:7]2[O:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:13][C:14]1[N:19]=[CH:18][C:17]([CH:20]=O)=[CH:16][CH:15]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClC(Cl)C>[Cl:13][C:14]1[N:19]=[CH:18][C:17]([CH2:20][N:9]2[CH2:10][CH2:11][O:12][C@@H:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:8]2)=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 516892Sodium BicarbonateHCID 937783(2S)-2-PhenylmorpholineHCID 27640536-Chloropyridine-3-carbaldehydeHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 59177295HCID 59177295、化合物収率 63.5%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

10 g of (S)-2-Phenyl-morpholine was dissolved in 610 mL of dichloroethane. 10.407 g of 6-Chloropyridine-3-carboxaldehyde was added and the reaction stirred at room temperature for 30 minutes followed by addition of 23.4 g of sodium triacetoxyborohydride. After stirring overnight at room temperature, the solution was poured into an aqueous saturated sodium bicarbonate solution and the layers separated. The organic layer was washed several times with aqueous saturated sodium bicarbonate solution followed by brine. It was then dried over sodium sulfate, filtered and concentrated in vacuo. Purification was accomplished by flash chromatography to afford 11.23 g of product. 63.5% yield. EI m/z 289=MH+

後処理

  1. stirringAfter stirring overnight at room temperature
  2. customthe layers separated
  3. washThe organic layer was washed several times with aqueous saturated sodium bicarbonate solution
  4. dry with materialIt was then dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification

出典と根拠

ORDレコード
ord-42d9c266a6524a7caaa7d7da320ac266
出典データセット
uspto-grants-2011_04
特許番号
US07928103B2

反応ノート

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